Key West Homes for Sale, Single Family Houses, MLS Home Listings

Dona Calabash - Located just a half a block from the upper end of Duval Street this charming Old Town beauty has it all! Three bedrooms including a luxurious master suite with spa bath, two guest bedrooms and two full baths. The gourmet kitchen features commercial grade stainless appliances, granite countertops and plenty of storage. Rear French doors open to a covered deck and the refreshing pool and surrounding lush gardens. The adjacent cabana house has a beautifully appointed bath and cozy sleeping/sitting area. Features here also include high ceilings, hardwood Brazilian cherry floors, Dade County pine feature walls, gorgeous grounds and a convenient electric gate for the off street parking for multiple vehicles. This property has been meticulously designed and maintained for the discerning new owners! Walking distance to the ocean, restaurants, shops and nightlife and still have privacy & quiet, this special fully appointed property is a must see.! Very easy to show!

Gorgeous tropical gardens greet you to this enchanting home in the coveted Casa Marina neighborhood. Enjoy a spacious 3 beds/ 2.5 baths with pool and off-street parking. While the home is complete with all the amenities one would expect in an island home the improvements are intentionally simple yet thoughtful to preserve its vintage charm. Through the front door you will be welcomed to a spacious sitting room that can adapt to your personal needs as a generous bonus space. Just past the two guest rooms with shared bath you will find a striking greatroom with soaring 2 story ceiling heights that flood the room with natural light. Enjoy the open yet dedicated dining room and a delightful petite kitchen that overlooks the pool and back gardens. The upstairs is reserved for the primary suite alone and boasts a unique balcony overlooking the great room for a spacious open and airy feel. Thoughtful improvements carry to the outside with low maintenance composite decking, full exterior paint just completed and storage for your extras. Come take a look at this gracious home awaiting someone to adore its thoughtful preservations and authentic charm.

Embrace the unique opportunity for eco-friendly Key West living, with significantly reduced electric bills. The solar panel system, installed by Salt Air, features 39 high-efficiency solar modules, each delivering 327 watts, for a total capacity of 12.75 kilowatts. Designed for low maintenance, this system is fully covered under warranty for your peace of mind. The system is upgraded to ensure that panels unaffected by shading continue to generate power efficiently. It charges and stores the energy produced, and once fully charged, it sells any excess energy back to Keys Energy. This exceptional one level home features expansive impact windows and sliding glass doors, seamlessly blending indoor and outdoor spaces. The fully-equipped kitchen, anchored by a spacious eat-in island, is perfect for intimate dinners or hosting grand soirees.Step into the master bedroom, where sliding doors lead to your tranquil swimming pool and a private ensuite bathroom. Adjacent to the master suite, a convenient half-bath, and a versatile office space that could serve as an additional living space or extension to your master suite. The guest wing includes two bedrooms sharing a bath, along with a charming outside guest cottage complete with a full bathroom--ideal for a guest suite, gym, or art studio.Nestled in the coveted Midtown neighborhood, this home is just a short bike ride from Old Town and mere moments from Higgs Beach and White Street Pier. Dont miss the chance to experience this distinctive Key West gem, where modern luxury and sustainable living

If you are looking for location and a historic home, this wonderful home is tucked away on one of Old Town Key Wests most peaceful lanes. This charming Conch home won the distinguished Historic Florida Keys Preservation Star in 1988 and has been in the same family for over 40 years--a true testament to its warmth, character, and enduring appeal. The main house features generously sized rooms, high ceilings, and Dade County pine walls, all beautifully restored by local craftsmen. Attached to the main house is a versatile studio apartment, originally part of the homes original footprint and easily convertible back into a grand primary suite. In addition, there is a detached studio cottage perfect for guests or additional income. Part of the historic preservation focused on the large wraparound front porch with delicate gingerbread trim. The original water cistern was turned into a pool. This residence is a living piece of Key Wests vibrant history. Jimmy Buffett used to live next door for some time writing his book and songs. Now available as part of an estate sale, dont miss your opportunity to be the next steward of this extraordinary legacy.

This stunning Florida ranch-style home has been completely remodeled to offer a blend of modern luxury and comfortable living. From the moment you step inside, youll be captivated by the expansive open floor plan, which creates a seamless flow between the living spaces, ideal for both everyday living and entertaining.The heart of the home is the chefs kitchen, featuring high-end Cafe appliances with elegant bronze finishes, ensuring both style and functionality for any culinary enthusiast. Whether youre preparing a gourmet meal or enjoying a casual breakfast, the spacious layout offers ample room and top-of-the-line finishes that elevate the entire space.With four generously-sized bedrooms and three and a half baths, this home offers the perfect balance of privacy and shared space. Each bathroom is meticulously updated, offering sleek, modern fixtures and luxurious finishes. The master suite is an oasis of tranquility, complete with a spa-like ensuite bath designed for relaxation.Every detail of this home has been thoughtfully updated, including all new electric and plumbing systems, ensuring both convenience and peace of mind. The entire property is protected with brand-new impact-resistant glass, adding security and energy efficiency to the already impressive home.The oversized corner lot offers privacy and plenty of room for outdoor activities. The new in-ground pool is an entertainers dream, providing a private retreat where you can relax and soak in the Florida sunshine. The massive back porch is perfect for hosting gatherings, with ample seating under the cool breeze of ceiling fans. The space is designed with tropical landscaping, creating a lush, serene environment that enhances the homes connection to nature.This home combines the best of modern design with the timeless charm of its original style. With meticulous attention to detail and a perfect blend of indoor and outdoor living spaces.

Indulge in the pinnacle of luxury at this stunning three-story Old Town Key West residence, a property that simply must be seen. Located directly across from the historic Key West Lighthouse and just steps from the renowned Duval Street, this home offers unparalleled access to Key Wests finest attractions. A leisurely stroll takes you to the Southernmost Point and the Atlantic Ocean, mere minutes away. Located in the coveted X Flood Zone, one of Key Wests highest elevation points and boasting over 3,000 square feet of meticulously designed living space, including four bedrooms and four bathrooms featuring two master suites, this home effortlessly blends sophistication with contemporary comfort. The first floor showcases a generous eat-in kitchen, a versatile guest bedroom or sitting room, and two full bathrooms, while the expansive great room provides an ideal retreat for relaxation or entertainment. French doors open to reveal a spacious in-ground pool, perfect for enjoying refreshing breezes and ample outdoor space. The second and third floors house two additional master suites, each offering privacy and opulence. Embrace a lifestyle of refinement and coastal allure in this exclusive Key West haven. Ideally situated for walking or biking to renowned restaurants, enjoying live music, exploring galleries, spending the day at Fort Zachary Taylor State Park or savoring the vibrant energy of Duval Street.

Nestled on a tranquil lane in Old Town Key West, this classic Conch home offers an ideal blend of historic charm and modern amenities. The property features multiple entertainment spaces both indoors and outdoors, seamlessly connecting the expansive living area & kitchen to a covered patio & spacious pool deck. This home includes 3 bedrooms plus a poolside cottage. The gourmet kitchen is equipped with stainless steel appliances and custom cabinetry, flowing effortlessly into the island-style dining room. The main floor primary suite exudes a calming energy with its vaulted ceilings and glass doors opening onto the pool. Features include Dade County Pine walls, wood floors, open floor plan, and tall ceilings. The poolside cottage enhances the outdoor experience with an outdoor shower and an additional bathroom, providing ultimate convenience. Experience the casual yet elegant island lifestyle, where every detail has been thoughtfully designed for comfort and style.

Discover the ultimate island escape, where luxury knows no limits and every detail is designed to wow. This stunning mid-century modern home has been meticulously updated with premium appliances, Emtek hardware, Somfy electric blinds, and elegant crown molding, creating the perfect blend of comfort and sophistication. Nestled in one of Key Wests quiet residential neighborhood, youll be just moments away from pristine beaches, White Street Pier, Key West Dog Park, and premier Pickle Ball and Tennis Courts. Tucked behind private walls on an expansive 6,500 square foot corner lot, the property is surrounded by meandering pathways, specimen palms, and swaying orchids that set a tranquil, tropical scene. Step inside to discover 2,309 square feet of light-filled living space, featuring floor-to-ceiling impact glass windows and an expansive open-concept layout, making it ideal for seamless entertaining. The kitchen boasts a dramatic 13-foot ceiling, while the grand formal living and dining area flows effortlessly through impact sliding glass doors on both sides to a large covered sitting/dining area and the custom swimming pool. The primary suite is a serene retreat, complete with a walk-in closet, a spa-like bath, and a frameless glass shower. A separate bedroom wing offers two additional bedrooms--each with their own private bathrooms and one with direct pool access and another that adjoins a stylish guest bath with sliding doors leading to a private outdoor lounge area. Outside, the private pool area provides generous space for sunbathing, dining, and relaxation. Custom-built gates and an enclosed carport with built-in storage enhance the homes modern appeal and convenience. This isnt just a home; its a sanctuary of sophistication, privacy, and effortless island living. Your slice of paradise awaits--dont miss the opportunity to make it yours.

Beautiful Meadows Masterpiece located one of Key Wests idyllic neighborhoods. Built in 2020 using the finest materials and craftsmanship, this home combines the best of Key West Architecture with modern luxury finishes.Exquisite Nickel-grooved walls and stunning hardwood floors that create a warm and inviting atmosphere. The coffered ceilings, adorned with Dade County Pine add that extra touch of sophistication, while the impact windows and slider patio doors provide both beauty and peace of mind.The spectacular chefs kitchen is a culinary dream, showcasing quartz countertops and a premium viking appliance package. Overlooking the living and dining area, it opens up via two large pocket sliders to sun-kissed patio and heated pool and also features two electric awnings providing an element of shade.Each of the four bedrooms is en suite, with custom closets, custom Bahama shutters and stunning bathrooms, finished with luxurious marble, quartz and iridescent tile, ensuring comfort and style for everyone.Exterior package is equally impressive, featuring decorative shutters, full irrigation and lighting, mature tropical landscaping providing lots of privacy and light composite decking. Chicago brick walkway and off street parking add to the propertys charm and functionality.Located in an x-flood zone, this home was constructed using the highest level of building codes and standards with many luxurious features, resulting in an exceptional home in a beautiful neighborhood.

Welcome To The Little School House on Eliza! Step into a blend of history and elegance at 1320 Eliza Street -- a beautifully restored, spacious home with roots that reach deep into Key Wests storied past. Once a historic schoolhouse, this unique property was thoughtfully transformed into a warm, inviting residence that honors its architectural legacy while embracing modern comfort.Soaring ceilings, hardwood floors, and an abundance of natural light highlight the homes character, while expansive living spaces and a carefully updated layout provide room to relax, entertain, and create memories. With four bedrooms spread out throughout the property, this home is a perfect family retreat. The first floor features a very large Primary Bedroom with ensuite and a private porch, and also features a guest bedroom with ensuite with a private deck as well. The second floor features an additional guest bedroom that can easily be an office with a lot of storage. A fourth bedroom is located in the detached guest cottage, complete with a half bathroom and outdoor shower (making it a full Key West Bathroom). Overall, a fantastic layout! The private and completely fenced in backyard is perfect for entertaining with covered porches, outdoor seating and an in-ground custom spade-shaped pool with waterfall and a brand new pool heater. Lush tropical landscaping with irrigation and outdoor garden lighting makes this home truly special. This property also received a brand new roof in 2023. Schedule a showing today!

New lower price! Gorgeous move in ready, 2,205 sq ft conch style home, where historic charm seamlessly blends with modern luxury situated in the best location in Old Town. Just steps from Duval St and one block from the ocean, beach and the Southernmost Point. Priced at $2,600,000 this exquisite property offers a turn- key experience that includes a fully furnished house, in addition with a Jeep Unlimited, making it easy to navigate the island and experience all that Key West has to offer. The ground floor has an inviting open floor plan with plenty of natural light filled rooms wrapped in Dade County pine and glorious flooring that allows for seamless flow between the living spaces, perfect for entertaining guests or simply unwinding after a day of adventure. With high ceilings and top-of-the-line finishes, every detail has been carefully curated to create a space the exudes elegance and comfort. The gourmet kitchen is a chefs dream with high end appliances generous countertops and custom cabinetry. Relax outside in the heated kidney shaped swimming pool surrounded by lush tropical landscaping or enjoy the covered pergola great for dining or shade. The 2nd floor has two double sized bedrooms with a spacious balcony with a glimpse of the ocean and Southernmost House. There is also a marvelous grand foyer with space for a small office. The 3rd floor master suite offers ultimate privacy encompassing the entire third floor which has a huge walk in closet with built in dressers drawers with quartz counters and lots of storage. The lavish master bathroom has a spa shower with a luxury rainfall shower head system. Double marble sink vanities, Vintage reclaimed wood walls and luxury vinyl flooring. While preserving its historic character, this home has been thoughtfully updated with modern amenities. Dont miss this opportunity to own a historic residence in Key Wests highly sought after neighborhood. Call today for your private showing

Welcome to 710 Ashe Street, a masterfully restored 1889 Eyebrow home, where historic charm and contemporary comfort converge in one of Key Wests most sought-after locations. This exceptional property, complete with a detached guest house, offers a versatile and elegant living experience--perfect for families, in-laws, or lucrative rental opportunities (rental figures available upon request). The main residence boasts three bedrooms, two bathrooms, and 1,282 square feet of refined living space. Step onto the inviting front porch, where classic island colors set the stage for the warmth and sophistication within. Inside, original hardwood floors, soaring 9-foot ceilings, and a beautifully preserved staircase pay homage to the homes rich history, while modern enhancements seamlessly elevate the experience. A thoughtfully designed brand-new gourmet kitchen showcases Cafe appliances, custom cabinetry, and French doors that open to a private backyard retreat--perfect for alfresco dining, relaxing in the lounge area, or unwinding in the spa after a day of island adventures. Upstairs, two additional bedrooms share a beautifully appointed bathroom that blends timeless elegance with contemporary finishes. Tucked behind the main home, the renovated guest house offers two bedrooms, one bathroom, and 1,021 square feet under roof. Accessible via a private walkway, this stunning retreat features an open-concept layout, where a stylish kitchen, sunlit living space, and designer finishes create an inviting atmosphere for guests or potential rental income. Located on one of Old Towns most exclusive and picturesque blocks, this remarkable property places you just moments from Key Wests finest dining, boutique shopping, and historic landmarks. Whether you seek a serene island escape or a savvy investment opportunity, 710 Ashe Street is a rare find in paradise.

Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedrooms, 4-bathrooms but could be altered by a Buyer. Also, opportunity for buyer to customize high-end finishes to their personal taste. The entire lot was raised almost two feet and the home will be built above flood elevation, this energy-efficient ICF (Insulated Concrete Forms) home features a 1-car garage and a private pool, perfect for relaxation and entertaining. The spacious, open floor plan includes a gourmet kitchen and 3 primary suites, ensuring ample space and comfort for family and guests. Dont miss the chance to make this extraordinary home yours!

Prime Mid-Town location - walk or bike to White Street pier, Tennis and Pickle ball, and Higgs Beach. Spanning over 1800 square feet, This home is easy one level living, completely fenced, has multiple off street parking spaces- covered and uncovered, and a remote control entrance gate for parking. The Main home has 2 bedrooms, 2 full bathrooms,, an additional private jetted tub area and an outdoor shower, and a 1 bedroom, 1 bath cottage, with an additional outdoor shower. Blue Island Landscape lighting in the front and back of the house, a home security system, and Impact Windows and Doors. An additional second bedroom/ bathroom provides guests with a private suite. The Kitchen has stainless appliances, quartz counters and island , additional storage, and steps away- an additional Wet bar with wine fridge, two additional refrigerator drawers, and beautiful Hansen and Bringle cabinetry. Within the last 2 years, There is a New Pool Heater/ Chiller, New HVAC for Main house and Guest cottage, New jetted tub in Primary Bathroom, New Washer/ Dryer, Hansen and Bringle Cabinetry, New Wet bar with Wine Fridge and additional refrigerator drawers for additional beverages. New security system, remote controlled blinds in the Main house and Guest house, New gas tank-less hot water heater, and Carrera marble showers in the Guest Bathrooms ! This home is being sold furnished with an exclusion list to be provided.

First Time on the Market! Surprising water views combined with maximum privacy are the signature advantages of this luxurious and well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction and added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 and a half bath home has been well maintained and never rented. Years of planting and care have gone into creating maximum privacy with lush landscaping in all directions. The pure realization of a true tropical escape: quiet, serene and secure, with no automobiles, world class amenities including an oceanfront restaurant and bar, full service spa, beautiful sand beaches, community resort style pool, tennis courts and fitness center. Plus Overlook has its own separate heated swimming pool as well. All of this just a quick ferry ride available every half hour to connect to all the action that Key West has to offer. A truly unique island experience! Check it out.

Beautiful home in the Casa Marina District. Completely remodeled in 2020 and the guest cottage is new construction. Main home has two bedrooms and two full bathrooms and one half bathroom , with one of the bedroom and bathroom located exclusively on the second floor. Living area and kitchen have vaulted ceilings with a beutiful open floor plan perfect for entertaining that opens up to the heated and chilled pool. The cottage has one bedroom and one bath with a separate living area off the pool, perfect for guests or a large home office space. The home is an active vacation rental. Perfect for an investor or someone wanting ot off-set the costs of a second home. Minutes away from the beaches, parks, bocce courts and still walking distance or a nice bike ride to downtown Key Wests exciting activities. There is a driveway for parking and ample street parking as well. The landscaping has an irrigation system for worry free maintainence and the yard offers an amazing outdoor entertaining space. The entire property is secured away with a fence for privacy. This is a must see listing, dont miss out! We cant wait to show it to you.

Tucked away on one of Old Towns most peaceful lanes and just a short stroll from Duval Street and the Historic Seaport, this vibrant newly renovated, 3-bedroom, 3.5-bathroom home is the ultimate blend of eclectic island style and upscale comfort.From the moment you arrive, 1017 Angela Street welcomes you with bold colors and playful design. The front porch offers an idyllic spot to start or end your days. As you enter the home, youre greeted by Historic Dade County Pine lined walls and an abundance of natural light filled with personality, wood floors, and colorful finishes. The kitchen offers granite countertops and stainless steel appliances with a separate expansive dining area that opens through impact rated French doors to the backyard perfect for entertaining or enjoying the island breeze. Downstairs you will also find a primary suite offering convenience and privacy.As you make your way up a custom-painted staircase, youll find two additional ensuite bedrooms, a second primary bedroom with a luxurious spa-like bath and a cozy reading nook that overlooks the shaded canopies below, and an additional guest suite.Outside you will find a beautifully landscaped backyard with a heated pool and an upgraded pool system, spa, outdoor shower, Trex decking, and tropical foliage and fruit trees that provide shade and seclusion. Whether youre dining alfresco under the stars or lounging poolside, this outdoor space is designed for island-style entertaining and sets the tone for relaxed island living. With off-street parking and a strong track record as a top-performing monthly vacation rental, this home is ideal as a personal escape, income-generating property, or both.

Excellent opportunity to purchase a luxurious, modern, and refined single family home in one of the best neighborhoods in Key West. This 4bed/3bath completely renovated and modern home is being offered completely furnished with all new furniture and ready for new owners. Just over 1930 S.F. of beautiful living spaceand situated on a 5,896 S. F. corner lot. This CBS home has all hurricane impact rated windows & doors, flood panels for all doors, and 25 KW Generac stand by whole house generator. There is an abundance of windows & doors allowing for plenty of natural light throughout the home. True chefs kitchen features gorgeous cabinets & counter tops with all stainless steel appliances. Dual ovens, gas stove top range, and wine cooler make your kitchen complete. The kitchen opens up to your amazing living & dining room areas. From there you will find this opens up to a super nice covered outdoor patio area, in ground, salt water, and heated 27L X 9W Jacuzzi & pool with water fall. Ready to kick back and relax. Outdoor areas have travertine tiles throughout and have lush native tropical landscaping with lighting & irrigation systems. Property has a 1 car covered carport and CBS privacy fencing around entire property. This home is located within walking distance to Higgs Beach, White St. Pier, and a short distance to Key West Best restaurants, beaches, museums, and art galleries. This is truly a home where modern luxury meets Key West paradise. Listing agents are related to the sellers.

This quintessential Key West retreat is not a drive-by. In true Key West style, the modest facade conceals an oversized outdoor space and multiple private areas. Steeped in history, rich in character, and designed for comfort, this home invites you to enjoy lazy, shady afternoons and starlit evenings in your own tropical oasis. Nestled on a lot-and-a-half in the sought-after Meadows neighborhood, this beautifully maintained compound features a two-bedroom, two-bath main house, a charming carriage house converted into a private ensuite cabana, and a separate pool house with a sitting room and half bath and an additional bedroom and full bathroom. Thoughtfully updated, the property boasts new air conditioning throughout, a tankless hot water system, a high-efficiency washer and dryer, and luxury appliances from Miele, Sub-Zero and Bosch. The lush garden, a haven for butterflies, showcases prized lignum vitae trees and a vibrant collection of tropical foliage and flowering plants. Inside, the home is both stylish and inviting, seamlessly flowing onto the expansive outdoor deck. Here, youll find a heated pool, a separate hot tub, an outdoor shower, and plenty of space to relax or entertain. Theres even off-street parking for a small car or golf cart (though street parking is readily available). Just a block and a half from Garrison Bight and minutes by bike to Duval Street, the harbor, or Higgs Beach, this home offers both tranquility and accessibility. Whether youre looking for the perfect entertaining space or a private retreat, this distinctive property delivers in every way.

First time on the market in over 50 years! This property is a plant lovers paradise. The owner spent his entire life collecting plants and seeds from all over the world and created a quiet serene and private oasis in the middle of Old Town Key West, on a huge oversized lot. Some of the rare plants and palms are found nowhere else in the continental United States. The main house has many structural upgrades, but the best thing is that the existing carport has HARC approved plans to turn it into a large guest cottage or studio. This is an artist/musicians dream. Quiet solitude in the middle of Key West to stimulate creative juices, or just to chill out in paradise.